Abstract
Abstract A new technique for cleaving N-substituted 4-phenyl-2-oxazolidinones is described. Thus reaction of a 7-[4-phenyl-2-oxazolidinone]-carbacephem with TMSI and HMDS in acetonitrile, followed by DABCO, then aqueous hydrochloric acid gives the carbacephem nucleus, carbon dioxide, and acetophenone. This method allows a more versatile use of 4-phenyl-2-oxazolidinone as a chiral auxiliary and N-protective group in the synthesis of carbacephems.
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